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Supplementary Materials Figure S1. 1H NMR Spectrum of AUPDS

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Supplementary Materials Figure S1. 1H NMR Spectrum of AUPDS Supplementary Materials Figure S1. 1H NMR spectrum of AUPDS surfmer. The 3 hydrogens on the acryloyl group are present at 6.16 – 6.25 (m, 1H), 6.05 (dd, 1H), 5.55 (dd, 1H). The amide is on 8.07 (m, 1H) and both methylene groups adjacent to it are showed on 3.11 (m, 2H) and 1.64 (m, 2H). The alkyl chain is between 1.20– 1.46 (m, 14H) and the methylene group next to the ester can be seen at 2.62 (m, 2H). The hydrogens on the phenyl ring on are shown at 7.50 (m, 2H) and 8.10–8.17 (m, 2H). The methyl groups on the sulfonium are at 3.27 (s, 6H) and the one on the sulfate is at 3.38 (s, 3H). The peak at 2.5 is the solvent trace signal for DMSO-d6 and at 3.33 for water. Figure S2. ATR-FTIR spectrum of AUPDS surfmer. 3308 (s, N-H stretch amide); 3018 (m, C-H stretch of the phenyl ring); 1587 and 1475 (m, C-H bend of the phenyl ring); 2918 and 2849 (s, C-H stretch of the alkyl chain); 1759 (s, C=O ester); 1653 (s, C=O acryloyl group); 1626 (s, C=C acryloyl group); and 1533 (s, N-H amide). Polymers 2018, 10, 408; doi:10.3390/polym10040408 www.mdpi.com/journal/polymers Polymers 2018, 10, 408 2 of 3 Table S1. Example of reagent amounts for the preparation of particles via mini-emulsion polymerization using the AUPDS surfmer. PMMA-co- PMMA-co-EGDMA- PS-co-DVB-co- PS-co-AUPDS AUPDS co-AUPDS AUPDS Mol% Grams Mol% grams Mol% grams Mol% grams Monomer 95.5 0.940 85.5 0.840 95.5 0.910 85.5 0.815 Cross-linker - - 10 0.195 - - 10 0.119 AIBN 0.5 0.008 0.5 0.008 0.5 0.008 0.5 0.008 Hexadecane 2 0.045 2 0.044 2 0.041 2 0.041 Surfmer 2 0.077 2 0.077 2 0.072 2 0.072 Water - 6.0 - 6.0 - 6.0 - 6.0 Table S2. Z-average hydrodynamic diameters, polydispersity index (PI) and zeta potential (ZP) values obtained for different particle syntheses using AUPDS 2 mol% and cross-linker (if present) at 10 mol%. Values are presented in average ± standard deviation (n = 3). Batch Z-average (nm) PI ZP (mV) PMMA-co-AUPDS particles MA1 118.5 ± 0.3 0.05 ± 0.00 40.1 ± 0.8 MA2 137.5 ± 1.1 0.07 ± 0.02 46.3 ± 1.7 MA3 144.9 ± 0.4 0.05 ± 0.02 37.0 ± 0.7 MA4 103.6 ± 0.2 0.03 ± 0.02 39.8 ± 1.8 MA5 133.7 ± 0.4 0.05 ± 0.02 47.8 ± 1.5 Average 127.6 ± 14.8 0.05 ± 0.01 42.2 ± 4.1 PMMA-co-EGDMA-co-AUPDS particles MEA1 159.6 ± 1.9 0.10 ± 0.01 30.9 ± 3.5 MEA2 169.9 ± 0.8 0.08 ± 0.02 50.1 ± 8.3 MEA3 162.4 ± 1.4 0.10 ± 0.01 42.8 ± 2.2 MEA4 166.8 ±1.6 0.08 ± 0.02 30.5 ± 0.4 Average 166.4 ± 3.1 0.09 ± 0.01 41.1 ± 8.1 PS-co-AUPDS particles SA1 90.5 ± 1.8 0.13 ± 0.01 35.7 ± 0.4 SA2 149.1 ± 1.3 0.23 ± 0.01 31.2 ± 2.8 SA3 81.1 ± 0.5 0.12 ± 0.02 42.1 ± 1.6 SA4 116.3 ± 0.7 0.09 ± 0.00 26.7 ± 1.0 Average 109.3 ± 26.4 0.14 ± 0.05 33.9 ± 5.7 PS-co-DVB-co-AUPDS particles SDA1 160.4 ± 1.2 0.03 ± 0.03 26.7 ± 1.0 SDA2 136.7 ± 1.2 0.03 ± 0.04 34.8 ± 7.1 SDA3 146.7 ± 0.8 0.06 ± 0.02 26.2 ± 1.0 Average 147.9 ± 9.7 0.04 ± 0.01 29.2 ± 3.9 Polymers 2018, 10, 408 3 of 3 Table S3. Z-average hydrodynamic diameters, polydispersity index (PI) and zeta potential (ZP) values obtained for AUPDS-functionalized particles under different storage conditions. Values are presented in average ± standard deviation (n = 3). Storage Sample Z-average (nm) PI ZP (mV) Temperature Time PMMA-co-AUPDS particles MA1 4 °C 1 d 118.5 ± 0.3 0.05 ± 0.00 40.1 ± 0.8 MA1 4 °C 16 d 120.4 ± 0.8 0.06 ± 0.03 35.0 ± 2.4 MA1 4 °C 29 d 119.5 ± 0.3 0.06 ± 0.01 42.3 ± 2.3 MA5 4 °C 1 d 133.7 ± 0.4 0.05 ± 0.02 47.8 ± 1.5 MA5 4 °C 30 d 132.5 ± 0.8 0.08 ± 0.01 47.6 ± 1.0 MA5 RT 1 d 133.0± 0.8 0.10 ± 0.01 25.6 ± 0.7 PMMA-co-EGDMA-co-AUPDS particles MEA2 4 °C 1 d 169.9 ± 0.8 0.08 ± 0.02 50.1 ± 8.3 MEA2 4 °C 9 d 172.1 ± 0.6 0.11 ± 0.01 37.1 ± 0.7 MEA2 4 °C 21 d 172.3 ± 1.9 0.11 ± 0.03 35.5 ± 1.5 MEA2 4 °C 31 d 188.9 ± 2.9 0.13 ± 0.01 17.4 ± 1.0 MEA3 4 °C 1 d 162.4 ± 1.4 0.10 ± 0.01 42.8 ± 2.2 MEA3 4 °C 10 d 172.1 ± 2.1 0.07 ± 0.02 31.4 ± 0.8 MEA3 RT 2 d 240.4 ± 4.8 0.15 ± 0.01 18.9 ± 0.1 PS-co-AUPDS particles SA3 4 °C 1 d 81.1 ± 0.5 0.12 ± 0.02 42.1 ± 1.6 SA3 4 °C 7 d 76.5 ± 0.6 0.14 ± 0.02 33.2 ± 0.9 SA3 4 °C 21 d 77.3 ± 0.5 0.10 ± 0.01 32.9 ± 4.3 SA3 4 °C 31 d 187.2 ± 1.2 0.15 ± 0.08 26.1 ± 6.2 SA3 4 °C 45 d 260.0 ± 3.8 0 22 ± 0.01 -26.4 ± 1.1 PS-co-DVB-co-AUPDS particles SDA1 4 °C 1 d 160.4 ± 1.2 0.03 ± 0.03 26.7 ± 1.0 SDA1 4 °C 21 d 159.6 ± 1.4 0.02 ± 0.02 14.1 ± 0.3 SDA1 4 °C 30 d 156.8 ± 1.5 0.02 ± 0.01 -5.4 ± 0.2 SDA2 4 °C 1 d 149.1 ± 1.3 0.23 ± 0.01 31.2 ± 2.8 SDA2 RT 1 d 142.8 ± 1.6 0.21 ± 0.02 6.7 ± 0.3 SDA3 4 °C 1 d 146.7 ± 0.8 0.06 ± 0.02 26.2 ± 1.0 SDA3 4 °C 10 d 107.0 ± 0.2 0.05 ± 0.01 23.2 ± 0.2 SDA3 RT 2 d 151.1 ± 0.4 0.05 ± 0.01 -23.8 ± 0.3 RT = room temperature; d = days. .
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